2-溴-1-(3-溴-2-噻吩)-1-乙酮 | 81216-95-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-溴-1-(3-溴-2-噻吩)-1-乙酮
• 中文别名: 2-溴-1-(3-溴-2-噻唑基)-1-乙醛
• 英文名称: bromomethyl 3-bromo-2-thienyl ketone
• 英文别名: 3-bromo-2-(bromoacetyl)thiophene；2-bromo-1-(3-bromo-thiophen-2-yl)-1-ethanone；2-bromo-1-(3-bromo-2-thienyl)ethanone；2-Bromo-1-(3-bromo-2-thienyl)-1-ethanone；2-bromo-1-(3-bromothiophen-2-yl)ethanone
• CAS: 81216-95-7
• 化学式: C₆H₄Br₂OS
• mdl: MFCD00793887
• 分子量: 283.971
• InChiKey: HGPTXIHDLCSSOZ-UHFFFAOYSA-N

物化性质

• 熔点：
  54-56°C
• 沸点：
  155-156 °C(Press: 5.3 Torr)
• 密度：
  2.031±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  4-溴-2-乙酰基噻吩 、 2-溴-1-(3-溴-2-噻吩)-1-乙酮 在 三乙胺 、 zinc(II) chloride 、 叔丁醇 、 硫酸 作用下， 以 苯 、 水 为溶剂， 反应 336.0h， 以42%的产率得到1-(3-bromothiophen-2-yl)-4-(4-bromothiophen-2-yl)butane-1,4-dione
  参考文献：
  名称：

  Direction of 3-bromothiophene acylation with succinyl chloride

  摘要：

  In the reaction of 3-bromothiophene with succinyl chloride in the presence of AlCl3, a mixture of three isomeric dibromo-substituted 1,4-di(2-thienyl)butane-1,4-diones was formed. The main component was the unsymmetrical 1-(3-bromo-2-thienyl)-4-(4-bromo-2-thienyl)butane-1,4-dione rather than 1,4-di-(3-bromo-2-thienyl)butane-1,4-dione expected according to the orientation rules.

  DOI：

  10.1007/s10593-013-1258-5
• 作为产物：
  描述：

  2-乙酰基-3-溴噻吩 在 N-溴代丁二酰亚胺(NBS) 、 三氟甲磺酸 、 silica gel 作用下， 生成 2-溴-1-(3-溴-2-噻吩)-1-乙酮
  参考文献：
  名称：

  一种氨基噻唑类化合物的机械球磨合成方法

  摘要：

  本发明公开了一种氨基噻唑类化合物的机械球磨合成方法，具体实施过程为：将芳香酮类化合物、溴代试剂、酸催化剂混匀后，加入助磨剂进行机械球磨，球磨结束后将反应物刮出，加入溶剂，过滤，滤液经过后处理得到a‑单溴代酮，a‑单溴代酮、硫脲类化合物混匀后，加入助磨剂进行机械球磨，球磨结束后将反应物刮出，加入溶剂，过滤，滤液经过后处理得到氨基噻唑类化合物。本发明实现了氨基噻唑类化合物的合成，反应时间短，操作简单方便，并且污染少，适用范围广。

  公开号：

  CN117486872A

文献信息

• Substituted 3-aryl-5-aryl-[1,2,4]-oxadiazoles and analogs as activators of caspases and inducers of apoptosis and the use thereof
  申请人：——

  公开号：US20030045546A1

  公开（公告）日：2003-03-06

  The present invention is directed to substituted 3-aryl-5-aryl-[1,2,4]-oxadiazoles and analogs thereof, represented by the Formula I: 1 wherein Ar 1 , Ar 3 , A, B and D are defined herein. The present invention also relates to the discovery that compounds having Formula I are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention may be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及取代的3-芳基-5-芳基-[1,2,4]-噁二唑及其类似物，由以下式I表示： 1 其中Ar1，Ar3，A，B和D在此处定义。本发明还涉及发现具有式I的化合物是caspase的激活剂和凋亡诱导剂。因此，本发明的caspase激活剂和凋亡诱导剂可用于诱导在各种临床病况中发生未受控制的异常细胞生长和扩散的细胞死亡。
• BENZOIC ACID DERIVATIVES
  申请人：Gillespie Paul

  公开号：US20130079346A1

  公开（公告）日：2013-03-28

  There are disclosed are compounds of the formula: wherein R1 and R2 are as disclosed herein, which are eIF4E inhibitors useful in the treatment of cancers. Also disclosed are compositions comprising the compounds, as well as methods of treating cancer using the compounds.

  已披露的化合物的公式如下：其中R1和R2如本文所述，它们是eIF4E抑制剂，可用于治疗癌症。还披露了包含这些化合物的组合物，以及使用这些化合物治疗癌症的方法。
• HETEROCYCLIC COMPOUND AND USE THEREOF
  申请人：Kuroita Takanobu

  公开号：US20100137281A1

  公开（公告）日：2010-06-03

  The present invention aims to provide a compound having superior pharmacological action, physicochemical properties and the like, which is useful for the prophylaxis or treatment s of circulatory diseases such as hypertension, cardiac diseases, arteriosclerosis, renal diseases, cerebral apoplexy and the like and/or metabolic diseases such as hyperlipidemia, obesity, diabetes and the like, central nervous disorders such as cerebral infarction and the like, mental diseases such as dementia, depression and the like, and the like. A compound represented by the formula (I): wherein each symbol is as defined in the specification, or a salt thereof.

  本发明旨在提供一种具有优异的药理作用、物理化学性质等的化合物，该化合物对预防或治疗循环系统疾病，如高血压、心脏疾病、动脉硬化、肾脏疾病、脑卒中等，和/或代谢性疾病，如高脂血症、肥胖、糖尿病等，中枢神经系统疾病，如脑梗死等，精神疾病，如痴呆、抑郁症等，等方面具有用途。该化合物由式（I）所表示，其中每个符号如规范中所定义，或其盐。
• Heterocyclic compound and use thereof
  申请人：Kuroita Takanobu

  公开号：US08501750B2

  公开（公告）日：2013-08-06

  Heterocyclic compounds, pharmaceutical agent and methods thereof, having superior pharmacological action and/or physicochemical properties, which are useful for the prophylaxis or treatment of circulatory diseases such as hypertension, cardiac diseases, arteriosclerosis, renal diseases and cerebral apoplexy and/or metabolic diseases such as hyperlipidemia, obesity and diabetes and/or central nervous disorders such as cerebral infarction, and/or mental diseases such as dementia depression and depression.

  杂环化合物、药物和方法，具有优越的药理作用和/或物理化学性质，可用于预防或治疗循环系统疾病，如高血压、心脏疾病、动脉硬化、肾脏疾病和脑卒中，和/或代谢性疾病，如高脂血症、肥胖症和糖尿病，和/或中枢神经系统疾病，如脑梗死，和/或精神疾病，如痴呆、抑郁和忧郁症。
• 2-PHENYL OR 2-HETARYL IMIDAZOL[1,2-a]PYRIDINE DERIVATIVES
  申请人：Hoffmann-La Roche Inc.

  公开号：US20160244441A1

  公开（公告）日：2016-08-25

  The invention relates to compounds of formulas I and II wherein R 1 is hydrogen, lower alkyl, lower alkoxy, halogen, S-lower alkyl, lower alkoxy substituted by halogen, di-lower alkyl amino, C(O)O-lower alkyl, lower alkyl substituted by hydroxy or hydroxy; R 2 is hydrogen, lower alkyl, halogen, lower alkoxy, S-lower alkyl, lower alkoxy substituted by halogen, O(CH 2 ) 2 -lower alkoxy substituted by halogen, di-lower alkyl amino, alkyl amino, NH-lower alkyl substituted by halogen, N(lower alkyl)-benzyl, lower alkyl substituted by hydroxy, heterocycloalkyl optionally substituted by halogen, CH 2 -lower alkoxy, CH 2 -lower alkoxy substituted by halogen or hydroxy; or R 1 and R 2 form together with the carbon atoms to which they are attached a ring containing —OCH 2 CH 2 O—, OCH 2 O—, OCH 2 CH 2 CH 2 O— or —NHC(O)CH 2 O—; R 3 is hydrogen or lower alkoxy; R 4 is hydrogen or lower alkyl; R 5 is lower alkyl, cycloalkyl, lower alkyl substituted by hydroxy or lower alkyl substituted by halogen; or R 4 and R 5 form together with the nitrogen atom to which they are attached a ring containing —CH 2 CH 2 CHRCH 2 CH 2 —, —CH 2 CHRCH 2 CH 2 —, —CH 2 CH 2 OCH 2 CH 2 —CH 2 CH 2 NR′CH 2 CH 2 —, CH 2 CHR— or —CH 2 CH 2 CH 2 —; wherein R is hydrogen, halogen, lower alkyl, lower alkoxy or lower alkyl substituted by halogen; R′ is lower alkyl substituted by halogen; R a is hydrogen or 3 H; R b is hydrogen, hydroxy or 3 H; R 6 is hydrogen, halogen or lower alkyl; HetAr is selected from the group consisting of thiophenyl, furanyl, thiozolyl, benzofuranyl, pyrazolyl, benzoimidazolyl or pyridinyl; n is 1 or 2; or to a pharmaceutically acceptable acid addition salt, to a racemic mixture or to its corresponding enantiomer and/or optical isomers thereof. The present compounds are suitable as imaging tool, which will improve diagnosis by identifying potential patients with excess of tau aggregates in the brain, which may be likely to develop Alzheimer's disease.

  该发明涉及公式I和II的化合物，其中：R1为氢，低烷基，低烷氧基，卤素，S-低烷基，低烷氧基取代的卤素，二烷基氨基，C（O）O-低烷基，低烷基取代的羟基或羟基；R2为氢，低烷基，卤素，低烷氧基，S-低烷基，低烷氧基取代的卤素，O（CH2）2-低烷氧基取代的卤素，二烷基氨基，烷基氨基，NH-低烷基取代的卤素，N（低烷基）-苄基，低烷基取代的羟基，杂环烷基可选地取代卤素，CH2-低烷氧基，CH2-低烷氧基取代的卤素或羟基；或R1和R2与它们所连接的碳原子一起形成一个环，其中包含-OCH2CH2O-、OCH2O-、OCH2CH2CH2O-或-NHC（O）CH2O-；R3为氢或低烷氧基；R4为氢或低烷基；R5为低烷基，环烷基，低烷基取代的羟基或低烷基取代的卤素；或R4和R5与它们所连接的氮原子一起形成一个环，其中包含-CH2CH2CHRCH2CH2-、-CH2CHRCH2CH2-、-CH2CH2OCH2CH2-CH2CH2NR′CH2CH2-、CH2CHR-或-CH2CH2CH2-；其中R为氢，卤素，低烷基，低烷氧基或低烷基取代的卤素；R′为低烷基取代的卤素；Ra为氢或3H；Rb为氢，羟基或3H；R6为氢，卤素或低烷基；HetAr选自噻吩基，呋喃基，噻唑基，苯并呋喃基，吡唑基，苯并咪唑基或吡啶基；n为1或2；或其药学上可接受的酸加成盐，其外消旋混合物或其对应的对映异构体和/或光学异构体。这些化合物适用于成像工具，通过识别大脑中tau聚集过多的潜在患者，有助于改善诊断，这可能会导致阿尔茨海默病的发展。